Preppy Fashion Lover Gifts Guide

***Please note that this Preppy Fashion Lover Gifts Guide will be updated and recirculated periodically to reflect the most up-to-date information. This gift guide was most recently updated as of October 2025.***

Lilly Pulitzer, Vineyard Vines, J Crew, and Kate Spade, OH MY! As a self-proclaimed preppy fashion lover and grand millennial, I could not share some preppy fashion lover items for my Christmas Gift Guides. Today, I am rounding up all of the preppy fashion lover gift ideas to complete your preppy fashion wardrobe and for your preppy fashion lovers in your life all while at different price points. In the case that you’re interested in some of my other preppy fashion shopping guides, then look no further than my blog posts on a few brands to know like Lilly Pulitzer, Printfresh Pajamas Review, Hill House Nap Dress Dupe Shopping Guide, and more. Happy shopping!!!

*Disclaimer: Please note that this post contains affiliate links, which means that if you purchase through one of my links, then I will receive a small commission. This commission is at no extra cost to you. Additionally, this post is not sponsored, and all opinionInterested in getting the latest scoop on all the preppy + grand millennial fashion and decor (& more!) deals?!?! Be sure to join in on the fun over on Substack!  s are my own.*

 

Preppy Fashion Lover Gifts Guide

This Preppy Fashion Lover Gifts Guide will be divided into 5 sections based on price point: $25 and Under, $50 and Under, $100 and Under, $200 and Under, and $200+. That way, there’s a gift every preppy fashion lover in mind!

$25 and Under

$50 and Under

$100 and Under

$200 and Under

$200+

Happy holidays and happy shopping, preppies!

XOXO – Katie <3

Black Friday Week 2021 Deals – Items I Use & LOVE

With Black Friday Week sales and Cyber Week deals upon us, it can be pretty daunting to decide what to get if anything. Personally, I’ve always been a fan of Black Friday Week sales, but I try not to go overboard during them, especially when I have what I want and need already. BUT, Black Friday Week sales can be an excellent opportunity to snag an item or two that you could actually use for a fraction of its price. Indeed, case in point, many of the items that I love and use regularly are on sale currently. So, I am sharing these items with y’all today!

*Disclaimer: Please note that this post contains affiliate links, which means that if you purchase through one of my links, then I will receive a small commission. This commission is at no extra cost to you. Additionally, this post is not sponsored, and all opinions are my own.*

Many of these items I use almost daily (aka the Keurig, mascara – that I have used for YEARS now -, the Ninja air fryer, and my Longchamp and Barrington Gifts totes which I alternate over the days) and am glad that I purchased them when I did. I am also super excited that they are on sale for others such as potentially yourself to purchase and enjoy, too!

XOXO – Katie <3

Preppy Girl Graduation Gifts Worth the Investment

Longchamp, Tory Burch, Lilly Pulitzer, and Kate Spade, …, these are a few of my favorite designers!! Likewise, these preppy fashion designers also make products that are excellent for the preppy girl in your life – especially if she is graduating. This past Thursday, I wrote a blog post on preppy girl graduation gifts that are budget-friendly (read it here!). Now, I am going to share a list of graduation gifts that are worth the investment for the preppy fashion loving ladies in your life for years to come!

*Disclaimer: Please note that this post contains affiliate links, which means that if you purchase through one of my links, then I will receive a small commission. This commission is at no extra cost to you. Additionally, this post is not sponsored, and all opinions are my own.*

Tory Burch Minnie Travel Ballet Flat ($228)

Image courtesy of Tory Burch

Link to shop: https://rstyle.me/+RPRGPxSGK_44n8Qs14tctg

Barrington Gifts St. Anne Tote ($190)

Image courtesy of Barrington Gifts

Link to shop: https://rstyle.me/+ydKEfhQgS27gFWTG_yo0RQ

Kate Spade New York Spencer Zip-Around Continental Wallet ($188)

Image courtesy of Kate Spade New York

Link to shop: https://rstyle.me/+XH7tE6Q8VbgOgcadvxmuwg

Lilly Pulitzer UPF 50+ Skipper Popover ($98)

Image courtesy of Lilly Pulitzer

Link to shop: https://rstyle.me/+IQMPfsBMRK6D-hDzruSh_Q

Longchamp Large Le Pilage Tote ($145)

Image courtesy of Nordstrom

Link to shop: https://rstyle.me/+2Jri6A-DKWIZP7VP6qfjdg

Lands End Supima Cotton 6-Piece Towel Set ($88)

Image courtesy of Lands End

Link to shop: https://rstyle.me/+GQtCFdIul3O963b-KJXM-A

LL Bean Bean Boots ($139)

Image courtesy of LL Bean

Link to shop: https://rstyle.me/+Zx6i57-DmROAKy6KqmeWDg

Kiel James Patrick Valerie Pearl Necklace ($82)

Image courtesy of Kiel James Patrick

Link to shop: https://rstyle.me/+Mo-JjinEG4a28mxA5viRpA

Jack Rogers Jacks Flat Sandal ($128)

Image courtesy of Jack Rogers

Link to shop: https://rstyle.me/+wBQxbgbrCGruocGVsM4ADA

Here’s to treating the preppy lady in your life!

XOXO – Katie <3

15 Staples To Transition Your Fall Wardrobe

It’s Fall y’all!! I like to think that September 1-Thanksgiving is officially Fall (even if the calendar says otherwise). Whether you like it or not, Fall is coming. That means that it is about time that we all transition our wardrobes from Summer to Fall. While it may feel extremely daunting to switch out our clothes for the cooler months, it does not have to. There are SO many pieces that are perfect for transitioning our wardrobes, many of which you probably already own! Today, I will be sharing 15 of those Fall transition staples that are most likely already in your wardrobe!

1 – Cardigan

Nothing says “It’s Fall y’all” like a good old cardigan! Cardigans are excellent staples for the Fall season, and they can add a cozy feel to practically any outfit. You can dress them up or down, which makes them such a versatile piece for any wardrobe. Especially when the mornings may be crisp and the afternoons are hot and humid, a cardigan can easily be worn or taken off throughout the day. The best part is: practically all of us ladies have one (or a few) in our closets!

2 – Lipsticks

Burgundy’s, red’s, nudes, and purple’s OH MY! Lipsticks are such a fun way to add a Fall twist to ANY outfit. I always find it fun to mix and match my lipsticks when transitioning from my Summer wardrobe to my Fall wardrobe. For instance, instead of wearing a soft pink lipstick, I may opt for a red or burgundy lip depending on the colors of my outfit. That way, I can still feel as if it is Fall when it may not feel that way outside. While it may still be super hot outside, like it is here in North Carolina, wearing lipstick does not make anyone feel overheated, unlike many other Fall fashion staples!

3 – Leather or Denim Jacket

Luckily for us all, leather and denim jackets come in all different styles, shapes, and sizes. Similar to a cardigan, a leather or denim jacket can really add sleek Fall like vibe to any look. Additionally, they are both a great layering piece of clothing for those crisp mornings turned afternoon sauna’s. They are also Uber-versatile!!!

4 – Hairband

Blair Waldorf vibes anyone?! If you know me, you know that I LOVE Gossip Girl‘s infamous Blair Waldorf who sported the most fashionable hairbands on the steps of the Metropolitan Museum of Art for her daily lunches. Fortunately for all of us Blair Waldorf lovers, we can all unite for one of the latest trends in fashion: the hairband. Hairband’s are such great pieces, as they go with so many looks and are OH SO affordable. For Fall, hairbands come in rich Fall hues ranging from red to cream to black and Burgundy and/or embroidered with pearls or gemstones are the way to go! Moreover, the top knot hairband is also a super trendy preppy fashion look that has been a hit throughout Spring/Summer 2020 and does not appear to be going anywhere anytime soon. That being said, bring it on, Blair Waldorf!!!

5 – Flats

If you know me, you know that I LOVE my Jack Rogers sandals. However, soon enough, I will be trading them in for my flats. With any looks, a pair of flats can add a nice Fall feel, especially when paired with a long sleeve dress/top and skirt or dress/top and skirt and a cardigan. Back in March, I invested in my first-ever pair of Tory Burch flats, and I definitely cannot wait to sport them in the coming weeks while transitioning my wardrobe for Fall. I hope y’all are excited to show off some cute flats too!

6 – Shirt Dress

Shirt dresses have definitely been a staple for the year of 2020. The best part is that you can dress them up or down and they also come in pretty much every print, color, and style! I have purchased one from J Crew Factory as well as Draper James during their sales and I am NOT looking back. In addition to the variety of colors and styles that they come in, shirt dresses can easily be styled for Fall and especially during the Summer-Fall transition period with a pair of flats, booties, or riding boots. The possibilities are most definitely ENDLESS!

7 – Nail Polish

When it may not feel like Fall outside, spicing up your nails for Fall is a great way to transition into the season. From shades such as Burgundy, orange, yellow, dark green, and nudes, the possibilities for Fall nails are endless. Like lipsticks, nail polish is an affordable and easy product to purchase or have in your own collection of nail polishes at home. That being said, you can easily spice up your nails in the comfort of your own home AND budget!

8 – Chambray Shirt

Similar to a denim jacket, chambray shirts can go with practically EVERYTHING! Personally, I have found that chambray shirts truly add a nice, crisp feel to any look. I have paired my chambray button-downs with my Lilly Pulitzer shifts, in order to spice them up for the Fall season. They can also be layered for a cool morning and taken off in the afternoon, which makes them be such a versatile piece for the season!

9 – Scarf

Love me some scarves! From plaid to striped to solid and everything in between, scarves are such a great staple to have in your wardrobe, especially when transitioning to your Fall wardrobe. Scarves are easy to come by AND they fit practically every budget. When it’s warmer outside, I like to wear a scarf in a lighter fabric such as cotton or linen. Meanwhile, once it gets cooler, I opt for my scarves in wools, flannel, and fleece. The possibilities for styling and searching for a scarf (or two) that you like are out there!

10 – Boots

Love me some good old boots! Boots are such a classic Fall/Winter piece. They also make for excellent transition pieces, when changing out your wardrobe from warm to cool. Additionally, boots also come in all shapes and sizes, ranging from ankle-high to knee-high and in all types of fabrics and colors. You can most definitely find the right boot for you, your budget, and style!

11 – Pullover

I have ALWAYS been a major fan of pullovers of all kinds! Like cardigans, denim jackets, leather jackets, and chambray shirts, you can easily layer them and take them off as it gets warmer throughout the day. Also, they make for a great investment piece that you can wear in the Spring and Winter seasons as well! I love Lilly Pulitzer’s popovers in my favorite fashion house’s vibrant Resort 365 prints along with Vineyard Vines’ classic Ship Shirts. Whatever your taste may be, there is most definitely a pullover out there for you!

12 – Animal Print ANYTHING

Just like 2019, animal print has entered into 2020 with a bang and it isn’t leaving the clothing racks any time soon. Over the years, animal prints have been a classic, whether leopard, snakeskin, or anything in between. However, these fun prints have been widely seen in the past year. Whether in a dress, skirt, top, or leggings, a piece in the animal print of your choosing will easily lend you into your Fall wardrobe. Fortunately for us all, animal printed clothing can be easily found on practically every store’s racks (or online shop), such as Kohl’s, Belk, J Crew, and even Lilly Pulitzer. That way, you can say that you found a Fall trend that you can wear that you can wear even when the weather doesn’t feel like Fall!

13 – Eyeshadow Palettes

Just like lipsticks and nail polish, eyeshadow palettes are an excellent way to make an “it’s Fall y’all” statement. Practically EVERY makeup brand carries eyeshadow palettes in Fall colors, such as Burgundy, dark brown’s, and a gold shimmer. The best bet is to check out Ulta, Sephora, Target, Walmart, or even your local drugstore. Whatever your budget may be, your eyes will be filled with glee for Fall to be here!

14 – Leggings

The classic leggings! You heard me: leggings are such a great transition wardrobe staple for Fall. Since we all do not have to shave our legs for much longer, leggings provide for an excellent opportunity to acknowledge that the Fall season is coming. The best part of it all?! You probably have several pairs, even just a plain black pair, in your closet/dresser right now!!!

15 – Oversized Sweaters

Who doesn’t love an oversized sweater?! I know that there has yet to be an oversized sweater that I met and did not love! Oversized sweaters go great with leggings and even dresses/skirts if styled well. They also come in a variety of colors and styles. I have several that are a knitted feel as well as many to show off my college spirit, and they’re SO fun to style. I also LOVE how comfortable I feel wearing any oversized sweater – just as if I did not change out of my pajamas. That way, any day can feel just as if you did not roll out of bed!

Fall is upon us, which makes me a very happy gal! Although it may not be fun for some to switch out their wardrobes especially on a tight budget, Fall clothes can be some of the most fun to wear throughout the year. Luckily, many of the staples that I have mentioned can be easily be found in our own closets/drawers/dressers right at this moment. Perhaps, maybe, you do not have to spend a dime to dress your best for the Fall season!

XOXO – Katie <3

What I Wore During the Month of August

August most definitely slipped by like a bottle of wine! It’s crazy to think that it is already September and that Fall is approaching us. BUT, I am SO ready for it!!! August will most definitely be my final month of Summer fashions, as I will be transitioning my closet for Fall in the coming months, despite it still being a sauna in North Carolina. As always, I hope that my Summer looks can provide you with some inspiration for some final summer looks this year.

  • Romper: Lilly Pulitzer (bought two years ago!)
  • Earrings: Cora’s Den
  • Scrunchie: Got FREE in a goodie bag at school
  • Top: LOFT (got at a thrift store for $1!!!!!)
  • Necklace: Gifted to me from my Dad on his trip to Mexico a few years ago
  • Skirt: Lilly Pulitzer (got it off of Poshmark!)
  • Dress: Lauren James (got on clearance)
  • Earrings: Gifted from a friend!
  • Sandals: Jack Rogers (purchased a few years ago at Nordstrom Rack – I think they’re from a collaboration with Vera Bradley!)
  • Dress: White Tag Lilly Pulitzer (thrifted)
  • Pearl Strands: Nordstrom Rack (purchased YEARS AGO)
  • Hairband: A neck scarf I’ve had for YEARS
  • Earrings: Kate Spade (gifted to me!)
  • Top: Thrifted
  • Skirt: White Tag Lilly Pulitzer (given by my Mom)
  • Necklace: Handmade by my High School Marketing Teacher
  • Hairband: Purchased while studying abroad in San Ignacio, Belize
  • Dress: Lilly Pulitzer (shop in different colors here!)
  • Earrings: Found On Madison (shop similar cute styles here!)
  • Dress: Lilly Pulitzer (got off of Poshmark!)
  • Sandals: Jack Rogers
  • T-shirt: From school
  • Earrings: Purchased handmade by a Native American artist
  • Skirt: J Crew (got off of ThredUp)
  • Flats: Marley Lilly (purchased a few years ago!)
  • Dress: Lisa Fernandez X Target collaboration
  • Earrings: Purchased handmade by a Native American artist
  • Sandals: Jack Rogers
  • Dress: Altar’d State (purchased on clearance back in January!)
  • Necklace: Kohl’s (purchased a few years ago)
  • Hairband: Gifted from my Grandma (had for YEARS)
  • Sandals: Jack Rogers (purchased a few years ago at Nordstrom Rack)
  • Top: Lilly Pulitzer (got off of eBay!)
  • Flower Hair Clip: Had for YEARS
  • Skirt: Lilly Pulitzer (got at a consignment store in Raleigh)
  • Popover: Lilly Pulitzer (got on sale a few years ago)
  • Track pants: Walmart
  • Slippers: Purchased at a book store while studying abroad in London!
  • Top: SheIn
  • Skirt: Vintage – it used to be my Great-Grandmother’s!
  • Dress: Lilly Pulitzer (got off of Poshmark)
  • Cardigan: Kohl’s (got YEARS ago)
  • Earrings: Emerald Lane Design Co. (a classmate of mine runs this small business!!)
  • Dress: White Tag Lilly Pulitzer (got from my friend Kaylee during a clothing trade)
  • Cardigan: Zara (got in Italy while studying abroad)
  • Pearl Strands: Nordstrom Rack (got YEARS ago)
  • Flats: Tory Burch
  • Dress: Lilly Pulitzer (got at the After Party Sale in January!)
  • Necklace: Talbots (my mother got it for me as a Christmas gift)
  • Top: Nautica (got in a clothing trade with my friend Kaylee)
  • Necklace: Had for YEARS
  • Skirt: J Crew (got off of ThredUp)

Cheers!!!

XOXO – Katie <3

The BEST Jack Rogers End of Season Sale Deals

Love my Jacks! I have ALWAYS been obsessed with Jack Rogers sandals. In fact, when I was a Sophomore in high school, I bought my first pair of platinum Jacks Flat Sandals and have purchased a new pair practically every year since, as I wear them out a ton. I also have three others Jacks sandals as well as a pair of heels from the brand. You can probably say I’m obsessed at this point LOL! In honor of Jack Rogers End of Season sale, I wanted to share my favorite finds from the sale to hopefully inspire y’all’s future shopping sprees at a fraction of the cost.

Georgica Jelly

Retails for $50, on sale for $25. Shop here!

Jacks Flat Sandal

Retails for $128, on sale for $79. Shop here!

Georgica Sandal

Retails for $128, on sale for $79. Shop here!

Palmer Espadrille Snake Embossed

Retails for $98, on sale for $35. Shop here!

Lauren Snake Embossed Sandal

Retails for $138, on sale for $50. Shop here!

Jackie Sandal

Retails for $118, on sale for $69. Shop here!

Georgica Cork Sandal

Retails for $118, on sale for $50. Shop here!

Kennedy Flip Flop

Retails for $48, on sale for $15. Shop here!

Palmer Wedge

Retails for $134, on sale for $40. Shop here!

Jacks Slipper

Retails for $88, on sale for $25. Shop here!

Bella Jelly

Retails for $50, on sale for $20. Shop here!

Sallie Rainboot Sparkle

Retails for $68, on sale for $49. Shop here!

Rowan Flip Flop

Retails for $78, on sale for $35. Shop here!

Ronnie Mule

Retails for $148, on sale for $45. Shop here!

Holly Flat

Retails for $128, on sale for $35. Shop here!

Bea Sandal

Retails for $98, on sale for $45. Shop here!

Reese Gingham Flat

Retails for $98, on sale for $30. Shop here!

If it’s cheaper somewhere else, then I am going to get in then! Hopefully, some of my favorite finds from Jack Rogers’ End of Season sale will provide you with some shoe inspiration. It surely did for myself! My Aunt Margaret whose also an avid shopper like myself once told me to shop as much at sales as possible. That way, you can buy what you want from that season but at a fraction of the cost. Indeed, my Aunt Margaret is right! Now, let’s see if I can keep my cart empty before the weekend LOLLLL!!

XOXO – Katie <3

1 Mask: 5 Different Summer Looks

So, as many of y’all know, masks have become widely used in helping to stop the spread of the coronavirus. While it may feel daunting and a bit uncomfortable to put on a mask at first, it is something that we must wear and do in other to protect our friends, family members, and others in our world. For myself, I see the mask as my latest and greatest accessory. You heard that right – masks CAN and WILL be the best fashion accessory of 2020 and maybe even beyond. That being said, why not make wearing a mask something fun and fashionable?! Today, I am sharing five different looks for various summer social distancing occasions that you may encounter with only ONE mask.

Look 1 – Off to Run!

  • T-shirt: Lauren James (purchased on sale a few years ago)
  • Athletic skort: Athleta (thrifted)
  • Sneakers: Nike (bought a few years ago)

Look 2 – Cocktail Night!

Look 3 – A Casual Hangout

  • Top: Banana Republic (thrifted)
  • Shorts: Lilly Pulitzer (got it at Goodwill!!)
  • Sandals: Jack Rogers

Look 4 – In the Office

  • Top: SheIn
  • Necklace: Cora’s Den (shop similar monogrammed styles here)
  • Skirt: J Crew (bought for under $10 on ThredUp!)
  • Flats: Elie Tahari (I’ve had these for years)

Look 5 – Along the Waterfront

  • Romper: Lilly Pulitzer (got it off of Poshmark!)
  • Vest: GAP (thrifted)
  • Flip flops: J Crew Factory (shop similar prints here!)

Love the mask I am wearing?! It is handmade by Tasha Nelson of Tashmopolitan Couture. She sells this pink seersucker mask that I am wearing and many more beautifully sewn styles – Lilly Pulitzer masks anyone?! – on her Instagram page live in her stories. The best part is is that she does mask sales pretty often, so you can pick out a new style or two to complete your wardrobe overtime! You can check out Tasha’s super adorable Instagram page here!

Even though wearing a mask may not seem like the most ideal look at the moment, it can be a super fun accessory. Luckily, cloth masks are pretty affordable for the most part with many being under $20 including shipping. The affordability of the face mask means that you can create this brand-new accessory into a fun staple item that you can play around with. Moreover, masks can be worn with a variety of different looks and they can be super fun to mix and match with other prints for several occasions, whether dressed up or down. That being said, get your masks out and go dig in your closet for some cute summer looks!

XOXO – Katie <3

Valentine’s Day Looks Straight from your Closet

Valentine’s Day is right around the corner, which means that several V-Day-themed celebrations are in store in the next few weeks. Being the indecisive person that I am when it comes to choosing what to wear, it can definitely be a struggle to decide which outfit to sport for each event. Valentine’s Day outings can also make this decision much more challenging, as we can be constrained to a theme. Although it may just seem easier in the spur of the moment to decide to hit the closest Target or TJ Maxx in search of a cute V-Day find, is it really worth it when your closet may already have some finds hanging right in it?! Below are some tips and tricks for how you can shop YOUR CLOSET instead this Valentine’s Day season!

Color

When most people think of colors related to Valentine’s Day, they immediately envision pink, red, and purple. I know for myself, I usually gravitate especially towards pink’s and red’s when picking out my Valentine’s looks. I, mean, each piece in Lilly Pultizer’s Valentine’s Day collection has the color pink in it somehow. Pink, red, and purple are definitely great colors to go with for the season, however, they are not the only colors to choose from. I also find maroon’s and burgundy’s to make for a great romantic look as well. In fact, last year for Valentine’s Day, I opted for a maroon dress that had been hanging in my closet for a while! A piece of clothing in any of these colors will allow for an excellent V-Day look!

Pink, purple, maroon, and red, oh my! But, what about neutrals?! Neutrals should definitely not be left out of the V-Day game! In fact, either a white dress or a classic LBD (as well as any neutral-dominated look) can make for a super sweet look when paired with either the right accessories or makeup. For example, a pop of color with pink or red flats/pumps, scarf, or piece(s) of jewelry can add for an extra Valentine’s pizzazz. When it comes to makeup, a red, Burgundy, or pink lip can also have the same effect. That being said, definitely don’t discard your favorite pieces in neutral colors for your V-Day looks!

Prints

We all know that hearts on everything is Valentine’s Day anthem. This holiday does revolve around love! On the other hand, heart-printed clothing does not have to be the only print that you can acceptably wear throughout the season. Polka dots have always been a classic print that I think has a sweet element to it in itself, which makes it a great one to pull off. Have any animal printed clothing in your closet?! Well, animal prints are also another excellent print to look towards. Leopard and snakeskin prints are both super in-style right now and, if paired with either a pop of pink, red, or Burgundy, they would go perfectly into the season of love.

At the same time, there are several other prints that would work for your V-Day outings. Floral prints are always super fun (as long as they’re worn appropriately for the Winter season) as well as many others that may have a pop of pink, red, purple, Burgundy, or simply scream Valentine’s Day. For a Galentine’s Party last year, I chose to wear a pink top with flamingo printed leggings which made for a super sweet V-Day getup with my girls. The possibilities are definitely endless in your closet!

Accessories

Now that you’ve picked out your outfit, it is time to select what accessories you plan to accompany it. In my opinion, I think that your choice of accessories should go depending on the color palette of your outfit. If your outfit is color-dominated, then it would be best to select more neutral-toned shoes and accessories, such as gold, silver, or white jewelry (diamonds and pearls are also super fun and romantic as well!). When I went to a Valentine’s Day semiformal last year, I wore a bright pink Lilly Pulitzer shift dress which I paired primarily with gold and bronze jewelry pieces and my platinum Jack Rogers sandals. On the contrary, if you chose a more neutral-dominated outfit, then you will probably want to add a pop of color somewhere in your look, whether that be with your shoes, jewelry/accessories, or makeup.

As someone who loves a great Valentine’s Day gathering, I know that it can sometimes be a struggle to find something to wear for the occasion. Like many going out occasions, you can easily find many ways just in your own closet to dress for a Valentine’s Day outfit success. Indeed, the possibilities are endless!

XOXO – Katie